Metabolite Nateglinide glucuronide and isomers (M4/M5/M6)

Name
Nateglinide glucuronide and isomers (M4/M5/M6)
Description
Not Available
Structure
Synonyms
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 493.5467
Monoisotopic: 493.231181723
Chemical Formula
C25H35NO9
InChI Key
YTIRWNSTJVSCRW-VJQMJTOBSA-N
InChI
InChI=1S/C25H35NO9/c1-13(2)15-8-10-16(11-9-15)22(30)26-17(12-14-6-4-3-5-7-14)24(33)35-25-20(29)18(27)19(28)21(34-25)23(31)32/h3-7,13,15-21,25,27-29H,8-12H2,1-2H3,(H,26,30)(H,31,32)/t15?,16-,17-,18+,19+,20-,21+,25?/m1/s1
IUPAC Name
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoyl]oxy}oxane-2-carboxylic acid
SMILES
CC(C)C1CC[C@@H](CC1)C(=O)N[C@H](CC1=CC=CC=C1)C(=O)OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f6x-0605900000-33ce2c513a980b2c3696
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-006x-0172900000-1bb63fc12da1d6137208
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uml-0922800000-5da2224f1cbfe073987d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014l-2619500000-5052d0210b0aa399fee1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03kc-5938200000-e3ca982eede5b40fdf10
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00wc-2903400000-8a5b0ca6aaf63ed54c79
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-203.14323
predicted
DeepCCS 1.0 (2019)
[M+H]+204.96815
predicted
DeepCCS 1.0 (2019)
[M+Na]+210.57608
predicted
DeepCCS 1.0 (2019)
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.316 mg/mLALOGPS
logP1.44ALOGPS
logP2.08Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.17Chemaxon
pKa (Strongest Basic)-1.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area162.62 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity121.76 m3·mol-1Chemaxon
Polarizability51.72 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon